Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing
Patent
1995-03-08
1997-02-18
Ford, John M.
Plant protecting and regulating compositions
Plant growth regulating compositions
Organic active compound containing
504196, 504197, 504239, 504240, 504241, 504243, 544122, 544123, 544319, 544326, 544327, 544328, 544329, 544333, 544334, 544335, 544242, 544243, 544244, C07D23932, C07D23952, A01N 4354
Patent
active
056041810
DESCRIPTION:
BRIEF SUMMARY
This application was filed pursuant to 35 U.S.C. .sctn.371 based on PCT/EP93/02339, filed Aug. 27, 1993.
1. Field of the Invention
This invention concerns new pyrimidine and triazine derivatives having herbicidal activity, processes for their preparation and herbicidal compositions containing them.
2. Prior Art
Certain pyrimidinyl and triazinyl acetic acid derivatives having herbicidal activity have previously been described, for example in our earlier patent applications EP 410590, WO 92/1677 and WO 92/16511, and in EP 461079.
DESCRIPTION
In one aspect, this invention provides the compounds of the formula: ##STR2## and salts thereof, where: A is --N.dbd. or --CH.dbd.; --CH.sub.2 OH, or --CN; alkyl, alkoxy, haloalkyl, haloalkoxy, halo, alkylamino or dialkylamino; --CH.dbd.Z, --CH(Oalkyl).sub.2, --CH.sub.2 OH, --COSR.sup.4a, --CS.sub.2 R.sup.4a, or a substituted or unsubstituted 5- or 6-membered heterocyclic group linked via a ring carbon atom which is between two ring heteroatoms; substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl, phenyl, phenylalkyl or heteroaryl group; cycloalkyl, phenyl, phenylalkyl or heteroaryl group, or a group of the formula: ##STR3## where B and D are each alkyl, or together with the carbon atom to which they are attached form a 5-, 6- or 7-membered carbocyclic or heterocyclic ring; defined for R.sup.4a or is --SO.sub.2 R.sup.8, --OH, --CN, --OR.sup.10, --NH.sub.2 or --NHR.sup.10 ; or R.sup.6 and R.sup.7 together with the nitrogen atom to which they are attached form a morpholino group; cycloalkyl, aralkyl, phenyl or heteroaryl group, or a group --NR.sup.4b R.sup.4c where R.sup.4b and R.sup.4c, which may be the same or different, are each a group as defined for R.sup.4a, or together form a ring; cycloalkyl, phenyl, phenylalkyl, heteroaryl or acyl group; group as defined for R.sup.4a, and R.sup.12 is a group as defined for R.sup.4a or is a substituted or unsubstituted acyl group, or R.sup.4d and R.sup.12 together form a ring; to 8 carbon atoms and, if substituted, is substituted by one or more halogen atoms, alkoxy groups of 1 to 4 carbon atoms, hydroxy, nitro, mercapto, amino, substituted amino, cyano, acyl, aryl or heteroaryl groups, or groups of the formula --SR.sup.8 or --SOR.sup.8, where R.sup.8 represents a substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl, aralkyl, acyl or amino group; atoms and, if substituted, is substituted by halogen; one or more halogen atoms, optionally substituted alkyl or alkoxy groups of 1 to 4 carbon atoms, hydroxy, nitro, mercapto, amino, substituted amino, cyano, acyl, aryl or heteroaryl groups, or groups of the formula --SR.sup.8 or --SOR.sup.8 ; group which, when mononuclear, is of 5 or 6 ring atoms and contains at least one atom of nitrogen, oxygen or sulfur, when polynuclear is a benzoheterocyclic group, and which, if substituted, is substituted by one or more halogen atoms, nitro groups, amino, alkylamino, dialkylamino or acylamino groups, cyano groups, or alkyl or alkoxy groups of 1 to 4 carbon atoms; and sulfonic or phosphorus-containing acid; methoxy, X is --NH.sub.2, R.sup.3 is --CONH.sub.2 and R.sup.4 is H; naphthyl, any ortho-substituent thereon is halogen, --NO.sub.2, --OH, --OR.sup.10, --SH, --SR.sup.8, --SOR.sup.8, --SO.sub.2 R.sup.8, --NH.sub.2, --NR.sup.6 R.sup.10, aryl or heteroaryl.
Any alkyl group present in the molecule is preferably of 1 to 6 carbon atoms, and particularly of 1 to 4 carbon atoms. Specific preferred unsubstituted alkyl or alkyl-containing groups include methyl, ethyl, n-propyl, isopropyl, n-butyl, t-butyl, methoxy, ethoxy and n-propoxy.
When any alkyl group in the molecule is substituted by halogen this may for example be fluorine, chlorine or bromine, and when substituted by alkoxy, this may be methoxy or ethoxy. Specific preferred substituted alkyl-containing groups include chloromethyl, bromomethyl, dichloromethyl, trifluoromethyl, difluoromethoxy, methoxyethyl and ethoxyethyl.
Any alkenyl or alkynyl group present in the molecule is preferably allyl, vinyl or propargyl. Any s
REFERENCES:
Vakhatova et al., Chemical Abstracts, vol. 92, enty 128865c (1990).
Lapachev et al., Chemical Abstracts, vol. 101, entry 238865C (1980).
Vakhatova, G. M., et al., "S-Trazine Derivatives 1", Chemical Abstracts, vol. 92, No. 15, 1980, Abstract No. 128865c, p. 698, column 2.
Gates Peter S.
Hough Thomas L.
Agrevo UK Limited
Ford John M.
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